Purposeful Leadership
BOLD CONSCIOUS CONNECTIONS
Ex-SoftBank CFO Gets Brutally Honest About Success and Regret
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Ex-SoftBank CFO Gets Brutally Honest About Success and Regret

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---Alok Sharma spent 30+ years on Wall Street — Managing Director at Morgan Stanley, then President & CFO of SoftBank Group International, where he helped run the largest pool of capital ever assembled. Then, in his 50s, he walked back into a classroom — older than his professors — to get an MFA in Creative Writing at NYU.

His debut book, The Money Trap: Lost Illusions Inside the Tech Bubble, is the result. In this conversation, Alok and Raju (old friends of 30 years) go deep on what actually happens when you get everything you were told to want — the money, the title, the plane — and it still isn't enough. They talk about losing both parents within 111 days, meeting Narendra Modi and Mark Zuckerberg, the fear of becoming irrelevant, and why comfort zones are so hard to break — even when you know they're costing you.

Timestamps:

00:00 – Cold open: "I was the worst version of myself"

00:59 – Welcome + who is Alok Sharma

08:10 – Why this story had to be told

13:34 – The identity struggle: assimilation, Modi meeting

24:58 – The tipping point: walking away

32:13 – Comfort zones and breakpoints

33:33 – The unseen fear: irrelevance

37:50 – Meditation, grounding, 40 years of marriage

44:45 – Rapid fire round

50:23 – The "kicked upward" story

50:35 – One word for the future: "Peace of mind. I still don't have it."

Tags: SoftBank, Morgan Stanley, Alok Sharma, The Money Trap, Bold Conscious Leadership, career reinvention, midlife career change, Wall Street, wealth and happiness

🌟 Welcome to Bold Conscious Connections

Bold Conscious Connections is where we explore leadership, career transitions, conscious entrepreneurship, and the deeper questions that shape a meaningful life.

Hosted by **Raju Panjwani**, each episode features conversations with CEOs, founders, executives, and thought leaders who share practical wisdom for navigating work, leadership, and purpose.

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🌐 Website: [https://rajupanjwani.com/](https://rajupanjwani.com/)

💼 LinkedIn: [https://www.linkedin.com/in/rajupanjwani/](https://www.linkedin.com/in/rajupanjwani/)

🎙 Podcast: [https://boldconsciousconnections.captivate.fm/listen](https://boldconsciousconnections.captivate.fm/listen)

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